1.0 2010-04-08 22:10:48 UTC 2019-11-26 03:08:41 UTC FDB013602 Bakkenolide D Constituent of Petasites japonicus (sweet coltsfoot). Bakkenolide D is found in giant butterbur and green vegetables. Bakkenolide D S-Fukinolide C21H28O6S 408.508 408.160659318 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-hexahydro-1H-spiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate 18456-03-6 CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O InChI=1S/C21H28O6S/c1-12-6-7-15(27-16(23)8-9-28-5)17-18(26-14(3)22)21(11-20(12,17)4)13(2)10-25-19(21)24/h8-9,12,15,17-18H,2,6-7,10-11H2,1,3-5H3/b9-8+ LWHLMCCRIWZBQO-CMDGGOBGSA-N belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Terpene lactones Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Acrylic acids and derivatives Carbonyl compounds Enoate esters Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Sesquiterpenoids Sulfenyl compounds Tetrahydrofurans Thioenol ethers Tricarboxylic acids and derivatives Vinylogous thioesters Acrylic acid or derivatives Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Enoate ester Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organosulfur compound Oxacycle Sesquiterpenoid Sulfenyl compound Terpene lactone Tetrahydrofuran Thioenolether Tricarboxylic acid or derivatives Vinylogous thioester logp 3.15 ALOGPS logs -5.24 ALOGPS solubility 2.38e-03 g/l ALOGPS melting_point Mp 200-201° logp 2.96 ChemAxon pka_strongest_basic -6.5 ChemAxon iupac 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate ChemAxon average_mass 408.508 ChemAxon mono_mass 408.160659318 ChemAxon smiles CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O ChemAxon formula C21H28O6S ChemAxon inchi InChI=1S/C21H28O6S/c1-12-6-7-15(27-16(23)8-9-28-5)17-18(26-14(3)22)21(11-20(12,17)4)13(2)10-25-19(21)24/h8-9,12,15,17-18H,2,6-7,10-11H2,1,3-5H3/b9-8+ ChemAxon inchikey LWHLMCCRIWZBQO-CMDGGOBGSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 105.29 ChemAxon polarizability 42.38 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22620 Specdb::CMs 174232 Specdb::MsMs 58716 Specdb::MsMs 58717 Specdb::MsMs 58718 Specdb::MsMs 114708 Specdb::MsMs 114709 Specdb::MsMs 114710 Specdb::MsMs 2280865 Specdb::MsMs 2280866 Specdb::MsMs 2280867 Specdb::MsMs 3084847 Specdb::MsMs 3084848 Specdb::MsMs 3084849 HMDB34998 #<Reference:0x000055ce332d4ae0> Giant butterbur Type 1 specific Petasites japonicus 186965 Green vegetables Unknown generic